GB758450A - Improvements in or relating to oxacyclobutane polymers - Google Patents
Improvements in or relating to oxacyclobutane polymersInfo
- Publication number
- GB758450A GB758450A GB16447/53A GB1644753A GB758450A GB 758450 A GB758450 A GB 758450A GB 16447/53 A GB16447/53 A GB 16447/53A GB 1644753 A GB1644753 A GB 1644753A GB 758450 A GB758450 A GB 758450A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxetane
- groups
- bis
- polymerization
- chloromethyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 229920000642 polymer Polymers 0.000 title abstract 4
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 title abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 6
- 238000006116 polymerization reaction Methods 0.000 abstract 5
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 abstract 4
- CXURGFRDGROIKG-UHFFFAOYSA-N 3,3-bis(chloromethyl)oxetane Chemical compound ClCC1(CCl)COC1 CXURGFRDGROIKG-UHFFFAOYSA-N 0.000 abstract 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 abstract 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 2
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 abstract 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 abstract 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 239000000126 substance Substances 0.000 abstract 2
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 abstract 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 abstract 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- SAOCWWDNJPTWOC-UHFFFAOYSA-N 2-[3-(cyanomethyl)oxetan-3-yl]acetonitrile Chemical compound N#CCC1(CC#N)COC1 SAOCWWDNJPTWOC-UHFFFAOYSA-N 0.000 abstract 1
- RVGLUKRYMXEQAH-UHFFFAOYSA-N 3,3-dimethyloxetane Chemical compound CC1(C)COC1 RVGLUKRYMXEQAH-UHFFFAOYSA-N 0.000 abstract 1
- NJNUQIVTFNDMIR-UHFFFAOYSA-N 3-(chloromethyl)-3-(methoxymethyl)oxetane Chemical compound COCC1(CCl)COC1 NJNUQIVTFNDMIR-UHFFFAOYSA-N 0.000 abstract 1
- UKLWXKWTXHHMFK-UHFFFAOYSA-N 3-(chloromethyl)-3-ethyloxetane Chemical compound CCC1(CCl)COC1 UKLWXKWTXHHMFK-UHFFFAOYSA-N 0.000 abstract 1
- MCZYEFODKAZWIH-UHFFFAOYSA-N 3-(chloromethyl)-3-methyloxetane Chemical compound ClCC1(C)COC1 MCZYEFODKAZWIH-UHFFFAOYSA-N 0.000 abstract 1
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- QSGREIXRTDCBHO-UHFFFAOYSA-N [3-(hydroxymethyl)oxetan-3-yl]methanol Chemical compound OCC1(CO)COC1 QSGREIXRTDCBHO-UHFFFAOYSA-N 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 230000003078 antioxidant effect Effects 0.000 abstract 1
- 239000003426 co-catalyst Substances 0.000 abstract 1
- 239000008199 coating composition Substances 0.000 abstract 1
- 238000010622 cold drawing Methods 0.000 abstract 1
- -1 di-substituted oxetanes Chemical class 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 230000022244 formylation Effects 0.000 abstract 1
- 238000006170 formylation reaction Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 abstract 1
- 150000002921 oxetanes Chemical class 0.000 abstract 1
- 239000002685 polymerization catalyst Substances 0.000 abstract 1
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 230000001376 precipitating effect Effects 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 abstract 1
- 235000005074 zinc chloride Nutrition 0.000 abstract 1
- 239000011592 zinc chloride Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/04—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers only
- C08G65/06—Cyclic ethers having no atoms other than carbon and hydrogen outside the ring
- C08G65/16—Cyclic ethers having four or more ring atoms
- C08G65/18—Oxetanes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polyethers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US317911XA | 1952-06-17 | 1952-06-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB758450A true GB758450A (en) | 1956-10-03 |
Family
ID=21861415
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB16447/53A Expired GB758450A (en) | 1952-06-17 | 1953-06-15 | Improvements in or relating to oxacyclobutane polymers |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE520767A (enrdf_load_stackoverflow) |
| CH (1) | CH317911A (enrdf_load_stackoverflow) |
| FR (1) | FR1147402A (enrdf_load_stackoverflow) |
| GB (1) | GB758450A (enrdf_load_stackoverflow) |
| NL (2) | NL179193B (enrdf_load_stackoverflow) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2895171A (en) * | 1957-03-22 | 1959-07-21 | Ici Ltd | Production of films from polymeric materials |
| US3213064A (en) * | 1961-12-08 | 1965-10-19 | American Cyanamid Co | Copolymers of oxetanes and aldehyde hydrates |
| US4483978A (en) * | 1981-05-12 | 1984-11-20 | S R I International | Energetic copolymers and method of making same |
| US4764586A (en) * | 1986-10-29 | 1988-08-16 | Morton Thiokol, Inc. | Internally-plasticized polyethers from substituted oxetanes |
| US4804424A (en) * | 1986-10-19 | 1989-02-14 | Morton Thiokol, Inc. | Nitrate ester-miscible polyether polymers |
| US5210153A (en) * | 1986-10-29 | 1993-05-11 | Us Navy | Thermoplastic elastomers having alternate crystalline structure for us as high energy binders |
| US5362848A (en) * | 1992-12-11 | 1994-11-08 | Aerojet-General Corporation | Preparation and polymerization of initiators containing multiple oxetane rings: new routes to star polymers |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2895921A (en) * | 1956-08-27 | 1959-07-21 | Hercules Powder Co Ltd | Preparation of oxetane polymers |
| US2895922A (en) * | 1956-08-27 | 1959-07-21 | Hercules Powder Co Ltd | Preparation of oxetane polymers |
-
0
- NL NL85342D patent/NL85342C/xx active
- BE BE520767D patent/BE520767A/xx unknown
- NL NLAANVRAGE7808133,B patent/NL179193B/xx unknown
-
1953
- 1953-06-15 CH CH317911D patent/CH317911A/fr unknown
- 1953-06-15 GB GB16447/53A patent/GB758450A/en not_active Expired
- 1953-06-16 FR FR1147402D patent/FR1147402A/fr not_active Expired
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2895171A (en) * | 1957-03-22 | 1959-07-21 | Ici Ltd | Production of films from polymeric materials |
| US3213064A (en) * | 1961-12-08 | 1965-10-19 | American Cyanamid Co | Copolymers of oxetanes and aldehyde hydrates |
| US4483978A (en) * | 1981-05-12 | 1984-11-20 | S R I International | Energetic copolymers and method of making same |
| US4804424A (en) * | 1986-10-19 | 1989-02-14 | Morton Thiokol, Inc. | Nitrate ester-miscible polyether polymers |
| US4764586A (en) * | 1986-10-29 | 1988-08-16 | Morton Thiokol, Inc. | Internally-plasticized polyethers from substituted oxetanes |
| US5210153A (en) * | 1986-10-29 | 1993-05-11 | Us Navy | Thermoplastic elastomers having alternate crystalline structure for us as high energy binders |
| US5362848A (en) * | 1992-12-11 | 1994-11-08 | Aerojet-General Corporation | Preparation and polymerization of initiators containing multiple oxetane rings: new routes to star polymers |
| US5663289A (en) * | 1992-12-11 | 1997-09-02 | Aerojet-General Corporation | Preparation and polymerization of initiators containing multiple oxetane rings: new routes to star polymers |
Also Published As
| Publication number | Publication date |
|---|---|
| NL85342C (enrdf_load_stackoverflow) | |
| BE520767A (enrdf_load_stackoverflow) | |
| FR1147402A (fr) | 1957-11-25 |
| NL179193B (nl) | |
| CH317911A (fr) | 1956-12-15 |
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